118970-93-7Relevant articles and documents
Chiral urea-based ligand and preparation method thereof
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, (2019/07/04)
The invention discloses a chiral urea-based ligand and a preparation method thereof. The preparation method comprises the following steps: step 1, dissolving a chiral amine and isocyanate or isothiocyanate into an organic solvent according to a molar ratio of 1:(1-1.2), and performing full mixing; and step 2, performing a reaction at a temperature of -5 DEG C to 35 DEG C for 1-18 h, and performingcolumn chromatography purification to obtain the desired chiral urea-based ligand. The chiral urea-based ligand obtained by the method has a non-simple linear chain in the molecular structure and a soft skeleton in the molecular structure; the chiral urea-based ligand can utilizes multiple hydrogen-bond interaction of the urea structure to activate an electrophilic reagent or a nucleophilic reagent to improve the catalytic performance; and the chiral urea-based ligand has high enantioselectivity and high reactivity in an asymmetric reaction, the preparation method is simple, the steps are few, and the raw materials are cheap and easy to obtain.
LARGE SCALE PREPARATION OF VERSATILE CHIRAL AUXILIARIES DERIVED FROM (S)-PROLINE
Enders, Dieter,Kipphardt, Helmut,Gerdes, Peter,Brena-Valle, Leonardo J.,Bhushan, Vidya
, p. 691 - 704 (2007/10/02)
The synthesis of a variety of enantiomerically pure chiral auxiliaries based on (S)-proline and bearing sterically demanding side chains at the pyrrolidine moiety, such as the secondary amines (S)-3,5 and 7 and the hydrazines (S)-6, is described on a molar scale.As key step, the Grignard or RLi addition to the N-benzylated proline ester (S)-1 is used.